钌/酸共催化邻氨基苯甲醇和芳基端炔合成喹啉衍生物

doi:10.11944/j.issn.1000-0518.2015.03.140250

摘要/Abstract

摘要：

以邻氨基苯甲醇为原料进行催化脱氢反应,经过对催化体系的一系列筛选,最终采用[RuCl₂(p-cymene)]₂/AgOTf共催化体系,使邻氨基苯甲醇发生催化脱氢和芳基端炔发生交叉偶联反应,并以39%~47%的收率获得合成一系列2-芳基喹啉衍类生物,发展了邻氨基苯甲醇与芳基末端炔烃合成喹啉衍类生物的新方法,是对喹啉类衍生物合成方法的一个重要补充。

关键词: 钌催化, 邻氨基苯甲醇, 脱氢, 喹啉类衍生物

Abstract:

By using o-aminophenyl methanol as the starting material and undergoing a dehydrogenation reaction, [RuCl₂(p-cymene)]₂/AgOTf was finally employed as the co-catalyst system upon a systematical screening of catalysts, which enables the dehydrogenation of o-aminophenyl methanol to undergo a cross-coupling reaction with terminal aryl alkynes, affording a series of 2-aryl quinolines in 39% to 47% yields. The study has demonstrated a new method for the synthesis of quinolines from o-aminophenyl methanol and terminal aryl alkynes, which is an important complement to the synthesis of quinoline derivatives.

Key words: ruthenium catalysis, o-aminoaryl methanol, dehydrogenation, quinoline derivatives

中图分类号:

刘建本, 陈上. 钌/酸共催化邻氨基苯甲醇和芳基端炔合成喹啉衍生物[J]. 应用化学, 2015, 32(3): 267-272.

LIU Jianben, CHEN Shang. Ruthenium/Acid Co-catalyzed Synthesis of Quinoline Derivatives from o-Aminoarylmethanols and Terminal Arylalkynes[J]. Chinese Journal of Applied Chemistry, 2015, 32(3): 267-272.

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